Flights from Orlando to Cheshire

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Cheapest flights from Orlando

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Fri, Jun 20 - Sun, Jun 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jun 22, priced at $147 found 1 day ago
Breeze Airways
Fri, Jun 20 - Sun, Jun 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jun 22, priced at $152 found 1 day ago
Frontier Airlines
Sat, Jun 21 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 21 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $152 found 1 day ago
Frontier Airlines
Sat, Jun 21 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 21 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $153 found 1 day ago
Frontier Airlines
Mon, Jun 16 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jun 16 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $156 found 1 day ago
Frontier Airlines
Mon, Jun 16 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jun 16 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $157 found 1 day ago
Frontier Airlines
Thu, Jun 19 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $160 found 1 day ago
Spirit Airlines
Thu, Jun 19 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $163 found 1 day ago
Frontier Airlines
Thu, Jun 19 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $166 found 1 day ago
Frontier Airlines
Thu, Jun 19 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $168 found 1 day ago
Spirit Airlines
Thu, Jun 19 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $174 found 1 day ago
United
Thu, Jun 19 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $179 found 1 day ago
Spirit Airlines
Sun, Jun 22 - Sat, Sep 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Jun 22 from Orlando Intl. to Bradley Intl., returning Sat, Sep 6, priced at $181 found 1 day ago
Spirit Airlines
Thu, Jun 19 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $184 found 1 day ago
Frontier Airlines
Mon, Jun 16 - Thu, Sep 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jun 16 from Orlando Intl. to Bradley Intl., returning Thu, Sep 4, priced at $184 found 1 day ago
United
Thu, Jun 19 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $185 found 1 day ago
Frontier Airlines
Wed, Jun 18 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jun 18 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $186 found 1 day ago
United
Thu, Jun 19 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $217 found 1 day ago
American Airlines
Thu, Jun 19 - Fri, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jun 19 from Orlando Intl. to Bradley Intl., returning Fri, Sep 5, priced at $217 found 1 day ago
Avelo Airlines
Fri, Jun 20 - Sun, Jun 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$298 Roundtrip, found 1 day ago
$298
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Jun 20 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jun 22, priced at $298 found 1 day ago